The Journal of organic chemistry

Selective conversion of alcohols into alkyl iodides using a thioiminium salt

AR Ellwood, MJ Porter

文献索引：Ellwood, Adam R.; Porter, Michael J. Journal of Organic Chemistry, 2009 , vol. 74, # 20 p. 7982 - 7985

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被引用次数: 16

摘要

In this note we describe a procedure for the efficient conversion of a wide range of primary and secondary alcohols to the corresponding iodides under essentially neutral conditions by treatment with the stable thioiminium salt N,N-dimethyl-N-(methylsulfanylmethylene)ammonium iodide. The byproducts of the reaction are readily removed from the desired alkyl iodides. ... The origin of this process lies in our observation that the hydrolysis of thiolactam 1 using ...